Vacation Rentals in the Cayman Islands - HomeToGo base64Hash Vacation Rentals in the Cayman Islands - HomeToGo

Vacation Rentals in the Cayman Islands

Find 3,399 available house rentals from 13 partners
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1 guest
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Top 15 Recommended vacation rentals in the Cayman Islands

Find your perfect vacation rental in the Cayman Islands from just $137 per night!

Condo George Town
Jul 12 - Jul 19
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with terrace, jacuzzi & grill | Nature view

George Town, Cayman Islands
$357
per night
Outstanding(101 ratings)
$357
per night
View deal
Condo West Bay
-81%
Oct 22 - Oct 29
Condo ∙ 10 guests ∙ 4 bedrooms

Family-oriented nice condo with garden, jacuzzi & private pool | City view | Next to the beach | Perfect for remote work

West Bay, Cayman Islands
$4,591$1,372
per night
Outstanding(123 ratings)
$4,591$1,372
per night
View deal
Condo George Town
-52%
Nov 8 - Nov 15
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly charming condo with pool, barbeque & garden | Close to the beach

George Town, Cayman Islands
$812$412
per night
Outstanding(67 ratings)
$812$412
per night
View deal
Condo Bodden Town
May 5 - May 12
Condo ∙ 6 guests ∙ 2 bedrooms

Children-friendly spacious condo with pool & terrace

Bodden Town, Cayman Islands
$330
per night
Outstanding(40 ratings)
$330
per night
View deal
House Gun Bay
-33%
May 23 - May 30
House ∙ 9 guests ∙ 7 bedrooms

House with hot tub, barbecue & patio

Gun Bay, East End, Cayman Islands
$867$724
per night
Outstanding(39 ratings)
$867$724
per night
View deal
House Rum Point
Aug 3 - Aug 10
House ∙ 9 guests ∙ 4 bedrooms

Family-oriented big vacation home with patio, barbeque & yard | Dogs allowed

Rum Point, North Side, Cayman Islands
$675
per night
Outstanding(70 ratings)
$675
per night
View deal
Condo George Town
-34%
May 7 - May 14
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly condo with jacuzzi, heated pool & yard | Close to the beach

George Town, Cayman Islands
$1,253$920
per night
Outstanding(34 ratings)
$1,253$920
per night
View deal
Villa Rum Point
Oct 22 - Oct 29
Villa ∙ 12 guests ∙ 5 bedrooms

Children-friendly lovely villa with terrace, garden & private pool | Nature view | Perfect for remote work

Rum Point, North Side, Cayman Islands
$1,208
per night
Outstanding(83 ratings)
$1,208
per night
View deal
Condo West Bay
-40%
Oct 22 - Oct 29
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped beautiful condo with hot tub, patio & barbeque | Close to the beach

West Bay, Cayman Islands
$1,130$680
per night
Outstanding(112 ratings)
$1,130$680
per night
View deal
Condo George Town
May 31 - Jun 7
Condo ∙ 6 guests ∙ 3 bedrooms

Family-friendly charming condo with patio, pool & garden

George Town, Cayman Islands
$430
per night
Outstanding(33 ratings)
$430
per night
View deal
Condo Bodden Town
Jun 7 - Jun 14
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with yard, terrace & BBQ

Bodden Town, Cayman Islands
$218
per night
Outstanding(42 ratings)
$218
per night
View deal
Condo George Town
-36%
Jul 5 - Jul 12
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented condo with heated pool, yard & terrace | Close to the beach

George Town, Cayman Islands
$945$497
per night
Outstanding(84 ratings)
$945$497
per night
View deal
House Rum Point
Apr 19 - Apr 26
House ∙ 12 guests ∙ 5 bedrooms

House with garden, grill & patio | Suitable for remote work

Rum Point, North Side, Cayman Islands
$721
per night
Outstanding(64 ratings)
$721
per night
View deal
House Stake Bay
Jun 7 - Jun 14
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with barbeque & patio | Nature view | Good for workation

Stake Bay, Sister Islands, Cayman Islands
$228
per night
Outstanding(50 ratings)
$228
per night
View deal
Condo West Bay
May 7 - May 14
Condo ∙ 5 guests ∙ 3 bedrooms

Fully equipped condo with patio, garden & BBQ | Close to the beach

West Bay, Cayman Islands
$1,191
per night
Outstanding(21 ratings)
$1,191
per night
View deal

Apartments With Balconies or Patios

House  North Side
May 3 - May 10
-74%
$1,187
$310
per night
House ∙ 9 guests ∙ 3 bedrooms

Family-Oriented Wonderful Vacation Home with Pool, Terrace & Garden | Water View | Good for Workation

North Side, Cayman Islands
Free cancellation
Balcony/Patio
View deal
Apartment  Bodden Town
Mar 19 - Mar 26
$141
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment with Terrace & Yard

5.0
Outstanding(1 rating)
Bodden Town, Cayman Islands
Balcony/Patio
View deal
Condo  West Bay
May 3 - May 10
$312
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Pool, Yard & Grill

5.0
Outstanding(83 ratings)
West Bay, Cayman Islands
Balcony/Patio
View deal
See all offers

Best Vacation Home Deals in the Cayman Islands

Save up to 60%

Condo George Town
Jun 7 - Jun 14
-60%
$862
$347
per night
Condo ∙ 4 guests ∙ 1 bedroom

Children-friendly charming condo with pool, BBQ & patio | Beach nearby

4.9
Outstanding(92 ratings)
George Town, Cayman Islands
View deal
Villa Stake Bay
Jun 28 - Jul 5
-22%
$250
$202
per night
Villa ∙ 4 guests ∙ 2 bedrooms

Villa with grill, patio & yard | Sea view

5.0
Outstanding(51 ratings)
Stake Bay, Sister Islands, Cayman Islands
Free cancellation
View deal
Condo George Town
Oct 12 - Oct 19
-48%
$1,336
$878
per night
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with patio, barbeque & garden

5.0
Outstanding(52 ratings)
George Town, Cayman Islands
View deal

3,399 unique properties from 13 different vacation rental websites, such as Vrbo or Vio.com, are available in Cayman Islands. With HomeToGo, you can instantaneously compare the prices of each listed rental to find the best price and save up to 60%.

Budget-friendly Vacation Rentals in the Cayman Islands

Find Fantastic yet Inexpensive Offers

House North Side
Aug 5 - Aug 12
-64%
$1,688
$719
per night
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly lovely vacation home with patio & BBQ | Nature view | Suitable for remote work

5.0
Outstanding(7 ratings)
North Side, Cayman Islands
View deal
Condo George Town
Nov 15 - Nov 22
-39%
$985
$615
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio, yard & grill

5.0
Outstanding(48 ratings)
George Town, Cayman Islands
View deal
Villa Tibbett's Turn
May 24 - May 31
$275
per night
Villa ∙ 4 guests ∙ 3 bedrooms

Villa with BBQ, private pool & terrace

5.0
Outstanding(38 ratings)
Tibbett's Turn, Sister Islands, Cayman Islands
View deal

Top-Rated Rentals and Accommodations in the Cayman Islands

Book Vacation Rental Offers with the Highest User Rating

House North Side
Jul 5 - Jul 12
-58%
$2,272
$1,033
per night
House ∙ 15 guests ∙ 6 bedrooms

Vacation home with terrace, private pool & barbeque | Suitable for remote work

5.0
Outstanding(108 ratings)
North Side, Cayman Islands
View deal
House West End
Mar 29 - Apr 5
$577
per night
House ∙ 15 guests ∙ 6 bedrooms

Vacation home with patio, yard & private pool | Nature view

5.0
Outstanding(85 ratings)
West End, Sister Islands, Cayman Islands
View deal
Condo George Town
Apr 30 - May 7
$549
per night
Condo ∙ 5 guests ∙ 3 bedrooms

Fully equipped charming condo with pool & patio | Next to the beach

4.7
Excellent(52 ratings)
George Town, Cayman Islands
View deal

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in the Cayman Islands

  • Pool (2,322)
  • Air conditioning (3,244)
  • Kitchen (2,958)
  • WiFi (3,243)
  • Balcony/patio (1,404)
  • TV (3,036)
  • Washing machine (2,271)
  • Grill (1,625)
  • Fishing (1,030)
  • Microwave (2,529)
  • No smoking (2,919)
  • Parking (140)

Many travelers spend more time comparing vacation homes including pools. Many of the accommodations have a pool for guests. Interestingly, our data shows that more condo provide a pool than apartment rental. In addition, they can host 6 people, on average, while apartment rental with pools can host an average of 6 people. nearly half of Cayman Islands's rentals offering a pool are within two miles of water, spend your days lounging by the pool or the waterfront.

Price and Availability Index in Cayman Islands

Click on any bar to see price and availability information

Vacation Rental Price Information in the Cayman Islands

We analyzed price data and input them into this graph, which shows vacation rental prices for the next year in the Cayman Islands. The week with the highest average prices is in December (12/13 – 12/20). During this week, a nightly price on average will be $993. Prices decrease in a week of October (10/4 – 10/11), where average prices are $473.

Rental availability information in the Cayman Islands

This graph shows the level of availability for vacation rentals over the upcoming year. The most challenging week to find a rental in the next twelve months is in September (9/13 – 9/20). The week with the highest percentage of available rentals is in November (11/1 – 11/8).

Cayman Island vacation rentals are about sun and fun

Although the Cayman Islands are best known as an offshore financial haven, they also are a popular vacation destination for water lovers, divers, and snorkelers. Among the three islands, Grand Cayman offers visitors the most varied selection of vacation home rentals. Accommodations include luxury beachfront villas, resort-like condos, beachside bungalows, budget-friendly diver cottages, and high-rise apartments.

What are the best activities for families in the Cayman Islands?

Kid-approved Cayman

Explore the underwater world with the whole family at Atlantis Submarine. Go 100 feet below the surface in a 65-foot submarine within the Cayman Islands National Marine Park and get up close and personal with ocean creatures. Ocean guides narrate as you peer through the portholes during the 90-minute tour.

What are the best places to discover the arts and culture of Cayman Islands?

Take a dive into history

The Cayman Islands National Museum, located in the capital city of Georgetown, is the oldest public building in the islands. The museum houses two permanent exhibition galleries and three traveling galleries, one of which is designed for children.

The Natural History Gallery takes visitors on a submarine dive to see the famous Cayman wall, a sea turtle nesting area, and wetlands, where you'll see wildlife unique to the island. The Cultural History Gallery features themed exhibits, mock court trials, and island pioneer displays.

Information about vacation rentals in the Cayman Islands

🏡 Vacation rentals available 3,399 rentals
💳 Possible discounts up to 60%
🌙 Nightly prices starting at $137
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 404 homes
🏊 Vacation rentals with pools 2,315 homes
150,641 reviews
Cayman Islands vacation rentals have an average rating of 4.8/5 on 150,641 reviews left by travelers.

Frequently Asked Questions

What is the typical nightly price for a vacation rental in the Cayman Islands?

The average accommodation in the Cayman Islands is priced at $137 per night. $905 is the average nightly price for condos in the Cayman Islands. Apartment rentals in the Cayman Islands cost on average $714 per night.

How many vacation rentals are available for booking in the Cayman Islands?

There are currently 3,399 vacation rentals in the Cayman Islands to browse and rent for your next trip.

What amenities are most popular for vacation rentals in the Cayman Islands?

Travelers look for Pool, Air conditioning, and Kitchen when booking a vacation rental in the Cayman Islands.

How many vacation rentals with pools are there in the Cayman Islands?

Cayman Islands has 2,315 Condo and Apartment rental options on offer to book.

Are dogs allowed in vacation homes in the Cayman Islands?

If you are traveling with a dog in the Cayman Islands - 12% of vacation homes allow pets.

What's the best month to travel to Cayman Islands?

The warmest months in the Cayman Islands are July and August, with temperatures around 90 °F. January and February in the Cayman Islands are the coldest, with 73 °F on average.

Get inspired for your vacation in the Cayman Islands

Find more vacation rental types in the Cayman Islands

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